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(R)-tetralol + NADP+
? + NADPH + H+
-
-
-
-
?
(S)-1,2,3,4-tetrahydronaphth-1-ol + NADP+
1,2,3,4-tetrahydronaphth-1-one + NADPH + H+
-
-
-
-
?
(S)-indan-1-ol + NADP+
indan-1-one + NADPH + H+
-
-
-
-
?
(S)-tetralol + NADP+
1-tetralone + NADPH + H+
-
-
-
-
?
1-acenaphthenol + NADP+
acenaphthylen-1(2H)-one + NADPH + H+
-
-
-
?
17beta-estradiol + NAD(P)H + H+
estrone + NAD(P)+
-
-
-
?
20alpha-hydroxyprogesterone + NAD(P)H + H+
progesterone + NAD(P)+
-
-
-
?
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NAD(P)H + H+
-
-
-
r
3alpha-androstanediol + NAD+
5alpha-dihydrotestosterone + NADH + H+
-
-
-
-
?
4-androstenedione + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxyandrostenedione + NADPH
?
4-hydroxyandrostenedione + NADPH + H+
3alpha,4beta-dihydroxy-5alpha-androstan-17-one + NADP+
-
-
-
?
4-hydroxytestosterone + NADPH
?
4-hydroxytestosterone + NADPH + H+
3alpha,4beta-dihydroxy-5alpha-androstan-17-ol + NADP+
-
-
-
?
5alpha-androstan-3alpha-ol-17-one + NADP+
(5alpha)-androstan-3,17-dione + NADPH + H+
-
-
-
-
?
5alpha-androstane-3,17-dione + NAD(P)H + H+
androsterone + NAD(P)+
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADP+
(5alpha)-androstan-17-beta-ol-3-one + NADPH + H+
-
-
-
-
?
5alpha-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
-
-
-
r
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
5beta-androstan-3alpha-ol-17-one + NADP+
(5beta)-androstan-3,17-dione + NADPH + H+
-
-
-
-
?
5beta-androstane-3alpha,17beta-diol + NADP+
5beta-androstan-17beta-ol-3-one + NADPH + H+
-
-
-
-
?
5beta-dihydroprogesterone + NADPH + H+
pregnanolone + NADP+
-
-
-
r
5beta-pregnane-3alpha,20alpha-diol + NADP+
(5beta)-pregnan-20alpha-ol-3-one + NADPH + H+
-
-
-
-
?
7alpha,12alpha-dihydroxy-5beta-cholestan-3-one + NAD(P)+
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane + NAD(P)H + H+
-
-
-
-
?
9alpha,11beta-prostaglandin F2 + NADP+
? + NADPH + H+
-
-
-
-
?
a 3-alpha-hydroxysteroid + NAD(P)+
a 3-oxosteroid + NAD(P)H + H+
-
-
-
?
a 3alpha-hydroxysteroid + NAD(P)+
a 3-oxosteroid + NAD(P)H + H+
-
-
-
r
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
5alpha-dihydroprogesterone + NADPH + H+
-
-
-
r
androsterone + NAD(P)+
5alpha-androstane-3,17-dione + NAD(P)H + H+
-
-
-
?
androsterone + NAD+
(5alpha)-androstane-3,17-dione + NADH + H+
-
-
-
-
?
androsterone + NADP+
(5alpha)-androstane-3,17-dione + NADPH + H+
-
-
-
-
?
androsterone + NADP+
5alpha-androstane-3,17-dione + NADPH + H+
-
-
-
?
chenodeoxycholic acid + NADP+
(5beta,7alpha,8xi)-7-hydroxy-3-oxocholan-24-oic acid + NADPH + H+
-
-
-
?
chenodeoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
cholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
deoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
dihydrotestosterone + NAD(P)H + H+
5alpha-androstane-3alpha,17beta-diol + NAD(P)+
-
-
-
?
dihydrotestosterone + NADPH
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
-
-
-
?
lithocholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
pregn-4-en-3,20-dione + NADPH + H+
3alpha-hydroxypregn-4-en-20-one + NADP+
-
-
-
r
progesterone + NAD(P)H + H+
20alpha-hydroxyprogesterone + NAD(P)+
-
-
-
?
testosterone + NAD(P)H + H+
DELTA4-androstene-3,17-dione + NAD(P)+
-
-
-
?
testosterone + NADPH + H+
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
additional information
?
-
4-hydroxyandrostenedione + NADPH
?
the enzyme act as reductase for 4-hydroxandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxyandrostenedione + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxytestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxytestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
-
-
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
-
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
-
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
-
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
physiological inactivation of the most potent androgen 5alpha dihydrotestosterone
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
dihydrotestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
low activity
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
high activity
-
-
?
additional information
?
-
-
isoform AKR1C2 functions preferentially as a 3-ketosteroid reductase
-
-
?
additional information
?
-
DD2 is an isoenzyme of DD4 sharing 82% amino acid sequence identity
-
-
?
additional information
?
-
DD2 is an isoenzyme of DD4 sharing 82% amino acid sequence identity
-
-
?
additional information
?
-
DD4 is an isoenzyme of DD2 sharing 82% amino acid sequence identity
-
-
?
additional information
?
-
DD4 is an isoenzyme of DD2 sharing 82% amino acid sequence identity
-
-
?
additional information
?
-
the enzyme also exhibits a weak 17beta-hydroxysteroid dehydrogenase activity transforming androstenedione into testosterone
-
-
?
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(R)-tetralol + NADP+
? + NADPH + H+
-
-
-
-
?
(S)-indan-1-ol + NADP+
indan-1-one + NADPH + H+
-
-
-
-
?
(S)-tetralol + NADP+
1-tetralone + NADPH + H+
-
-
-
-
?
17beta-estradiol + NAD(P)H + H+
estrone + NAD(P)+
-
-
-
?
20alpha-hydroxyprogesterone + NAD(P)H + H+
progesterone + NAD(P)+
-
-
-
?
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NAD(P)H + H+
-
-
-
r
4-hydroxyandrostenedione + NADPH + H+
3alpha,4beta-dihydroxy-5alpha-androstan-17-one + NADP+
-
-
-
?
5alpha-androstane-3,17-dione + NAD(P)H + H+
androsterone + NAD(P)+
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADP+
(5alpha)-androstan-17-beta-ol-3-one + NADPH + H+
-
-
-
-
?
5alpha-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
-
-
-
r
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
physiological inactivation of the most potent androgen 5alpha dihydrotestosterone
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
r
5beta-androstan-3alpha-ol-17-one + NADP+
(5beta)-androstan-3,17-dione + NADPH + H+
-
-
-
-
?
5beta-androstane-3alpha,17beta-diol + NADP+
5beta-androstan-17beta-ol-3-one + NADPH + H+
-
-
-
-
?
5beta-dihydroprogesterone + NADPH + H+
pregnanolone + NADP+
-
-
-
r
7alpha,12alpha-dihydroxy-5beta-cholestan-3-one + NAD(P)+
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane + NAD(P)H + H+
-
-
-
-
?
a 3alpha-hydroxysteroid + NAD(P)+
a 3-oxosteroid + NAD(P)H + H+
-
-
-
r
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
5alpha-dihydroprogesterone + NADPH + H+
-
-
-
r
androsterone + NAD(P)+
5alpha-androstane-3,17-dione + NAD(P)H + H+
-
-
-
?
androsterone + NAD+
(5alpha)-androstane-3,17-dione + NADH + H+
-
-
-
-
?
androsterone + NADP+
(5alpha)-androstane-3,17-dione + NADPH + H+
-
-
-
-
?
chenodeoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
cholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
deoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
-
-
-
?
lithocholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
progesterone + NAD(P)H + H+
20alpha-hydroxyprogesterone + NAD(P)+
-
-
-
?
testosterone + NAD(P)H + H+
DELTA4-androstene-3,17-dione + NAD(P)+
-
-
-
?
additional information
?
-
-
isoform AKR1C2 functions preferentially as a 3-ketosteroid reductase
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
-
-
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
low activity
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
high activity
-
-
?
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Adenocarcinoma
A novel variant of ileal bile acid binding protein is up-regulated through nuclear factor-kappaB activation in colorectal adenocarcinoma.
Adenocarcinoma
Aldo-keto reductase family 1 member C3 (AKR1C3) is expressed in adenocarcinoma and squamous cell carcinoma but not small cell carcinoma.
Adenocarcinoma
Expression of aldo-keto reductase family 1 member C3 (AKR1C3) in neuroendocrine tumors & adenocarcinomas of pancreas, gastrointestinal tract, and lung.
Alzheimer Disease
Increased ileal bile acid binding protein and galectin-9 are associated with mild cognitive impairment and Alzheimer's disease.
Carcinoma
Aldo-keto reductase family 1 member C3 (AKR1C3) is expressed in adenocarcinoma and squamous cell carcinoma but not small cell carcinoma.
Carcinoma, Small Cell
Aldo-keto reductase family 1 member C3 (AKR1C3) is expressed in adenocarcinoma and squamous cell carcinoma but not small cell carcinoma.
Carcinoma, Squamous Cell
Aldo-keto reductase family 1 member C3 (AKR1C3) is expressed in adenocarcinoma and squamous cell carcinoma but not small cell carcinoma.
Cholestasis
Intestinal barrier integrity and function in infants with cholestasis.
Choriocarcinoma
AKR1C3 overexpression mediates methotrexate resistance in choriocarcinoma cells.
Colitis, Ulcerative
Microproteomics and Immunohistochemistry Reveal Differences in Aldo-Keto Reductase Family 1 Member C3 in Tissue Specimens of Ulcerative Colitis and Crohn's Disease.
Colonic Neoplasms
The bile acid nuclear receptor FXR and the bile acid binding protein IBABP are differently expressed in colon cancer.
Crohn Disease
Microproteomics and Immunohistochemistry Reveal Differences in Aldo-Keto Reductase Family 1 Member C3 in Tissue Specimens of Ulcerative Colitis and Crohn's Disease.
Fatty Liver
Effects of sanshoamides and capsaicinoids on plasma and liver lipid metabolism in hyperlipidemic rats.
Hyperandrogenism
DNA methylome profiling of granulosa cells reveals altered methylation in genes regulating vital ovarian functions in polycystic ovary syndrome.
Hypercholesterolemia
The role of the enterohepatic circulation of bile salts and nuclear hormone receptors in the regulation of cholesterol homeostasis: Bile salts as ligands for nuclear hormone receptors.
Neoplasms
Bruton's Tyrosine Kinase Inhibitors Ibrutinib and Acalabrutinib Counteract Anthracycline Resistance in Cancer Cells Expressing AKR1C3.
Neoplasms
Clinical implications of aldo-keto reductase family 1 member C3 and its relationship with lipocalin 2 in cancer of the uterine cervix.
Neoplasms
DNA methylome profiling of granulosa cells reveals altered methylation in genes regulating vital ovarian functions in polycystic ovary syndrome.
Neoplasms
Expression of androgen receptor through androgen-converting enzymes is associated with biological aggressiveness in prostate cancer.
Neuroendocrine Tumors
Expression of aldo-keto reductase family 1 member C3 (AKR1C3) in neuroendocrine tumors & adenocarcinomas of pancreas, gastrointestinal tract, and lung.
Prostatic Neoplasms
AKR1C3 expression in primary lesion rebiopsy at the time of metastatic castration-resistant prostate cancer is strongly associated with poor efficacy of abiraterone as a first-line therapy.
Prostatic Neoplasms
AKR1C3 overexpression may serve as a promising biomarker for prostate cancer progression.
Prostatic Neoplasms
Aldo-keto reductase family 1 member C3 (AKR1C3) is a biomarker and therapeutic target for castration-resistant prostate cancer.
Prostatic Neoplasms
Berberine inhibits androgen synthesis by interaction with aldo-keto reductase 1C3 in 22Rv1 prostate cancer cells.
Prostatic Neoplasms
Consecutive Prostate Cancer Specimens Revealed Increased Aldo?Keto Reductase Family 1 Member C3 Expression with Progression to Castration-Resistant Prostate Cancer.
Prostatic Neoplasms
Quality of life effects of androgen deprivation therapy in a prostate cancer cohort in New Zealand: can we minimize effects using a stratification based on the aldo-keto reductase family 1, member C3 rs12529 gene polymorphism?
Urinary Bladder Neoplasms
Cisplatin resistance by induction of aldo-keto reductase family 1 member C2 in human bladder cancer cells.
Uterine Cervical Neoplasms
Clinical implications of aldo-keto reductase family 1 member C3 and its relationship with lipocalin 2 in cancer of the uterine cervix.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.14 - 0.26
(S)-1,2,3,4-tetrahydronaphth-1-ol
0.146 - 0.52
(S)-indan-1-ol
0.0105
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
0.00212
4-androstenedione
pH 7.4, 37°C
0.0023 - 0.03362
4-hydroxyandrostenedione
-
0.00603 - 0.02687
4-hydroxytestosterone
-
0.002 - 0.0022
5alpha-Androstan-3alpha-ol-17-one
0.00144
5alpha-androstane-3,17-dione
isoform AKR1C4, at pH 7.4 and 25°C
0.0008 - 0.0031
5alpha-androstane-3alpha,17beta-diol
0.0018
5alpha-dihydroprogesterone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0012 - 0.07103
5alpha-dihydrotestosterone
0.0009 - 0.0018
5beta-Androstan-3alpha-ol-17-one
0.0012 - 0.0022
5beta-androstane-3alpha,17beta-diol
0.001
5beta-pregnane-3alpha,20alpha-diol
0.208 - 0.22
9alpha,11beta-prostaglandin F2
0.0015
allopregnanolone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0005 - 0.00504
androsterone
0.0011 - 0.0029
chenodeoxycholic acid
0.032 - 0.059
cholic acid
0.0013 - 0.0097
deoxycholic acid
0.0011 - 0.016
dihydrotestosterone
0.001 - 0.0019
lithocholic acid
0.00007
NADPH
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.00084 - 0.00213
pregn-4-en-3,20-dione
additional information
additional information
-
0.16
(R)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.38
(R)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.68
(R)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.14
(S)-1,2,3,4-tetrahydronaphth-1-ol
-
recombinant enzyme, at pH 7.4 and 25°C
0.26
(S)-1,2,3,4-tetrahydronaphth-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.146
(S)-indan-1-ol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.28
(S)-indan-1-ol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.42
(S)-indan-1-ol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.49
(S)-indan-1-ol
-
recombinant enzyme, at pH 7.4 and 25°C
0.52
(S)-indan-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.11
(S)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.24
(S)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.29
(S)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0023
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.00843
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.00977
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.03362
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.00603
4-hydroxytestosterone
pH 7.4, 37°C
-
0.00622
4-hydroxytestosterone
pH 7.4, 37°C
-
0.02687
4-hydroxytestosterone
pH 7.4, 37°C
-
0.002
5alpha-Androstan-3alpha-ol-17-one
-
native enzyme, at pH 7.4 and 25°C
0.0022
5alpha-Androstan-3alpha-ol-17-one
-
recombinant enzyme, at pH 7.4 and 25°C
0.0008
5alpha-androstane-3alpha,17beta-diol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0026
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0031
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0012
5alpha-dihydrotestosterone
apparent Km-value, pH 7.4, 37°C
0.00218
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant wild-type enzyme
0.0034
5alpha-dihydrotestosterone
isoform AKR1C4, at pH 7.4 and 25°C
0.0192
5alpha-dihydrotestosterone
apparent Km-value, pH 7.4, 37°C
0.07103
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant mutant V54L
0.0009
5beta-Androstan-3alpha-ol-17-one
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0014
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0018
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0012
5beta-androstane-3alpha,17beta-diol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0021
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0022
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.001
5beta-pregnane-3alpha,20alpha-diol
-
native enzyme, at pH 7.4 and 25°C
0.001
5beta-pregnane-3alpha,20alpha-diol
-
recombinant enzyme, at pH 7.4 and 25°C
0.208
9alpha,11beta-prostaglandin F2
-
native enzyme, at pH 7.4 and 25°C
0.22
9alpha,11beta-prostaglandin F2
-
recombinant enzyme, at pH 7.4 and 25°C
0.0005
androsterone
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0022
androsterone
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0027
androsterone
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.00504
androsterone
isoform AKR1C4, at pH 7.4 and 25°C
0.0011
chenodeoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0023
chenodeoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0029
chenodeoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.032
cholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.041
cholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.059
cholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0013
deoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0014
deoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0097
deoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0011
dihydrotestosterone
pH 7.5, 37°C
0.00884
dihydrotestosterone
pH 7.4, 37°C
0.01029
dihydrotestosterone
pH 7.4, 37°C
0.0117
dihydrotestosterone
pH 7.4, 37°C
0.016
dihydrotestosterone
pH 7.4, 37°C
0.001
lithocholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0018
lithocholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0019
lithocholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
NAD+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
NAD+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
NAD+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.00023
NADP+
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0005
NADP+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0006
NADP+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0017
NADP+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.00084
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant wild-type enzyme
0.00213
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant mutant V54L
additional information
additional information
Km-value for the 17beta-oxidation of testosterone is 0.00067 mM, and Km-value for the 17beta-reduction of androstenedione is 0.00138 mM
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.2 - 0.27
(S)-1,2,3,4-tetrahydronaphth-1-ol
0.035
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
0.0038
4-androstenedione
pH 7.4, 37°C
0.0052 - 0.032
4-hydroxyandrostenedione
-
0.0078 - 0.025
4-hydroxytestosterone
-
0.007
5alpha-Androstan-3alpha-ol-17-one
0.03
5alpha-androstane-3,17-dione
isoform AKR1C4, at pH 7.4 and 25°C
0.087 - 0.35
5alpha-androstane-3alpha,17beta-diol
0.003
5alpha-dihydroprogesterone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.033 - 0.1153
5alpha-dihydrotestosterone
0.048 - 0.18
5beta-Androstan-3alpha-ol-17-one
0.047 - 0.3
5beta-androstane-3alpha,17beta-diol
0.002 - 0.003
5beta-pregnane-3alpha,20alpha-diol
0.083 - 0.42
9alpha,11beta-prostaglandin F2
0.000017
allopregnanolone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.023 - 0.28
androsterone
0.032 - 0.13
chenodeoxycholic acid
0.012 - 0.085
deoxycholic acid
0.00075 - 0.026
dihydrotestosterone
0.032 - 0.043
lithocholic acid
0.0035 - 0.0392
pregn-4-en-3,20-dione
0.032
testosterone
pH 7.4, 37°C
additional information
additional information
Kcat-value for the 17beta-oxidation of testosterone is 0.000118 1/sec, and Kcat-value for the 17beta-reduction of androstenedione is 0.00112 1/sec
-
0.18
(R)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.38
(R)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.77
(R)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
(S)-1,2,3,4-tetrahydronaphth-1-ol
-
recombinant enzyme, at pH 7.4 and 25°C
0.27
(S)-1,2,3,4-tetrahydronaphth-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.1
(S)-indan-1-ol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.16
(S)-indan-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.18
(S)-indan-1-ol
-
recombinant enzyme, at pH 7.4 and 25°C
0.27
(S)-indan-1-ol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.4
(S)-indan-1-ol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
(S)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.27
(S)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.43
(S)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0052
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.017
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.0245
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.032
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.0078
4-hydroxytestosterone
pH 7.4, 37°C
-
0.01
4-hydroxytestosterone
pH 7.4, 37°C
-
0.025
4-hydroxytestosterone
pH 7.4, 37°C
-
0.007
5alpha-Androstan-3alpha-ol-17-one
-
native enzyme, at pH 7.4 and 25°C
0.007
5alpha-Androstan-3alpha-ol-17-one
-
recombinant enzyme, at pH 7.4 and 25°C
0.087
5alpha-androstane-3alpha,17beta-diol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.135
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.35
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.033
5alpha-dihydrotestosterone
isoform AKR1C4, at pH 7.4 and 25°C
0.0612
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant wild-type enzyme
0.1153
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant mutant V54L
0.048
5beta-Androstan-3alpha-ol-17-one
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.097
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.18
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.047
5beta-androstane-3alpha,17beta-diol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.18
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.3
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.002
5beta-pregnane-3alpha,20alpha-diol
-
recombinant enzyme, at pH 7.4 and 25°C
0.003
5beta-pregnane-3alpha,20alpha-diol
-
native enzyme, at pH 7.4 and 25°C
0.083
9alpha,11beta-prostaglandin F2
-
recombinant enzyme, at pH 7.4 and 25°C
0.42
9alpha,11beta-prostaglandin F2
-
native enzyme, at pH 7.4 and 25°C
0.023
androsterone
isoform AKR1C4, at pH 7.4 and 25°C
0.043
androsterone
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.15
androsterone
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.28
androsterone
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.032
chenodeoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.105
chenodeoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.13
chenodeoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.03
cholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.05
cholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
cholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.012
deoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.018
deoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.085
deoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.00075
dihydrotestosterone
pH 7.4, 37°C
0.0175
dihydrotestosterone
pH 7.4, 37°C
0.023
dihydrotestosterone
pH 7.4, 37°C
0.025
dihydrotestosterone
pH 7.5, 37°C
0.026
dihydrotestosterone
pH 7.4, 37°C
0.032
lithocholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.04
lithocholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.043
lithocholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
NAD+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.33
NAD+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.58
NAD+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.04
NADP+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.16
NADP+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.25
NADP+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0035
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant wild-type enzyme
0.0392
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant mutant V54L
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
3.33
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
1.8
4-androstenedione
pH 7.4, 37°C
0.959 - 2.9
4-hydroxyandrostenedione
-
0.943 - 1.63
4-hydroxytestosterone
-
20.72
5alpha-androstane-3,17-dione
isoform AKR1C4, at pH 7.4 and 25°C
10.3 - 135
5alpha-androstane-3alpha,17beta-diol
1.623 - 28.07
5alpha-dihydrotestosterone
53.3 - 101.7
5beta-Androstan-3alpha-ol-17-one
28.3 - 46.7
chenodeoxycholic acid
8.8 - 14.2
deoxycholic acid
0.75 - 22.7
dihydrotestosterone
21.7 - 31.7
lithocholic acid
4.167 - 18.4
pregn-4-en-3,20-dione
0.96
testosterone
pH 7.4, 37°C
additional information
additional information
Kcat/Km-value for the 17beta-oxidation of testosterone is 0.183 1/sec*mM, and Kcat/Km-value for the 17beta-reduction of androstenedione is 0.817 1/sec*mM
-
1
(R)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.17
(R)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
(R)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.68
(S)-indan-1-ol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
(S)-indan-1-ol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
(S)-indan-1-ol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
(S)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.5
(S)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.83
(S)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.959
4-hydroxyandrostenedione
pH 7.4, 37°C
-
2.25
4-hydroxyandrostenedione
pH 7.4, 37°C
-
2.9
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.943
4-hydroxytestosterone
pH 7.4, 37°C
-
1.29
4-hydroxytestosterone
pH 7.4, 37°C
-
1.63
4-hydroxytestosterone
pH 7.4, 37°C
-
10.3
5alpha-androstane-3alpha,17beta-diol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
96.7
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
135
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.623
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant mutant V54L
9.77
5alpha-dihydrotestosterone
isoform AKR1C4, at pH 7.4 and 25°C
28.07
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant wild-type enzyme
53.3
5beta-Androstan-3alpha-ol-17-one
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
96.7
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
101.7
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
4.6
androsterone
isoform AKR1C4, at pH 7.4 and 25°C
70
androsterone
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
86.7
androsterone
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
105
androsterone
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
28.3
chenodeoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
45
chenodeoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
46.7
chenodeoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
cholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
cholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
3.3
cholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
8.8
deoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
9
deoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
14.2
deoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.75
dihydrotestosterone
pH 7.4, 37°C
1.43
dihydrotestosterone
pH 7.4, 37°C
1.7
dihydrotestosterone
pH 7.4, 37°C
2.98
dihydrotestosterone
pH 7.4, 37°C
22.7
dihydrotestosterone
pH 7.5, 37°C
21.7
lithocholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
23.3
lithocholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
31.7
lithocholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
166.7
NAD+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
283.3
NAD+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
583.3
NAD+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
23.3
NADP+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
266.7
NADP+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
500
NADP+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
4.167
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant wild-type enzyme
18.4
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant mutant V54L
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0.0028
(3,6-dihydropyridin-1(2H)-yl)(1H-indol-2-yl)methanone
Homo sapiens
pH 6.0, 22°C
0.000037
(5-methyl-1H-indol-2-yl)(4-propylpiperidin-1-yl)methanone
Homo sapiens
pH 6.0, 22°C
0.0029
3-pentyl-2-[[(pyridin-2-yl)methyl]sulfanyl]-7-(pyrrolidine-1-carbonyl)quinazolin-4(3H)-one
Homo sapiens
pH 6.0, 22°C
0.0026
4-chloro-N-[(4-chlorophenyl)methyl]-5-nitro-1H-pyrazole-3-carboxamide
Homo sapiens
pH 6.0, 22°C
0.00049
4-nitro-2-([4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]methyl)phenol
Homo sapiens
pH 6.0, 22°C
0.00029
5-(benzenesulfonyl)-2-nitrophenol
Homo sapiens
pH 6.0, 22°C
0.00013 - 0.00015
chenodeoxycholic acid
0.0007 - 0.0009
Flufenamic acid
0.0028 - 0.0035
Hexestrol
0.07 - 0.075
indomethacin
0.00007 - 0.00008
lithocholic acid
0.0016 - 0.0017
Medroxyprogesterone acetate
0.012 - 0.018
Phenolphthalein
0.00006 - 0.00008
Ursodeoxycholic acid
0.00013
chenodeoxycholic acid
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.00015
chenodeoxycholic acid
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.0007
Flufenamic acid
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.0009
Flufenamic acid
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.0028
Hexestrol
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.0035
Hexestrol
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.0069
Ibuprofen
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.01
Ibuprofen
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.07
indomethacin
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.075
indomethacin
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.00007
lithocholic acid
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.00008
lithocholic acid
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.0016
Medroxyprogesterone acetate
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.0017
Medroxyprogesterone acetate
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.012
Phenolphthalein
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
0.018
Phenolphthalein
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.00006
Ursodeoxycholic acid
Homo sapiens
-
recombinant enzyme, at pH 7.4 and 25°C
0.00008
Ursodeoxycholic acid
Homo sapiens
-
native enzyme, at pH 7.4 and 25°C
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evolution
human 3alpha-HSD3 shares 97.8% sequence identity with human 20-alpha hydroxysteroid dehydrogenase (20alpha-HSD) and there is only one amino acid difference (residue 54) that is located in their steroid binding pockets. 20alpha-HSD displays a distinctive ability in transforming progesterone to 20alpha-hydroxy-progesterone
evolution
the enzyme belongs to the AKR1C subfamily, the members of which catalyze the reduction of ketosteroids and ketoprostaglandins
evolution
3alpha-HSOR is a member of the aldo-keto reductase superfamily
malfunction
downregulation of 3alpha-HSD3 decreases MCF-7 breast cancer cell growth
malfunction
the V54L mutation significantly decreases the 3alpha-HSD activity for the reduction of 5alpha-dihydrotestosterone, while this mutation enhances the 20alpha-HSD activity to convert progesterone
malfunction
the expression of 5alpha-reductase (5alpha-R) and 3alpha-hydroxysteroid oxidoreductase (3alpha-HSOR) and the levels of progesterone (PROG) and testosterone (T) reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. A decrease in their nervous tissue levels may negatively impact the course and outcome of some pathological events. In other pathological conditions their increased levels may have a negative impact. Thus, the use of synthetic analogues of these steroids or 5alpha-R modulation have been proposed as therapeutic approaches for several nervous system pathologies. Low plasma testosterone levels are significantly associated with increased risk of Alzheimer's disease in elderly men, while higher free testosterone levels in women are associated with lower cerebral Abeta positivity
metabolism
-
3alpha-hydroxysteroid dehydrogenase isoform AKR1C4 plays a significant role in bile acid biosynthesis, steroid hormone metabolism, and xenobiotic metabolism
metabolism
enzyme is involved in the inactivation of steroid hormones
metabolism
human aldo-keto reductases (AKR1C1-AKR1C4, AKR1Cs) play an important role in the intracellular metabolism of steroids. All AKR1Cs have both 3alpha- and 3beta-HSD activities, AKR1C2 and AKR1C4 have a higher 3alpha-HSD activity, whereas AKR1C1 and AKR1C3 have a higher 3beta-HSD activity
metabolism
the enzymatic complex 5alpha-reductase (5alpha-R) and 3alpha/3beta-hydroxysteroid oxidoreductase (HSOR) is expressed in the nervous system, where it transforms progesterone (PROG) and testosterone (T) into neuroactive metabolites. These metabolites regulate myelination, brain maturation, neurotransmission, reproductive behavior and the stress response. The expression of 5alpha-R and 3alpha-HSOR and the levels of PROG and T reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. Biosynthesis of progesterone and testosterone metabolites and their mechanism of action, overview
physiological function
3-alpha hydroxysteroid dehydrogenase type 3 has an essential role in the inactivation of 5alpha-dihydrotestosterone preventing binding and activation of androgen receptor from overflowing androgen
physiological function
3alpha-hydroxysteroid dehydrogenase type 3 plays an essential role in the inactivation of the most potent androgen 5alpha-dihydrotestosterone
physiological function
the steroidogenic enzyme AKR1C3 regulates stability of the ubiquitin ligase Siah2 in prostate cancer cells. AKR1C3 binds and stabilizes Siah2 by blocking Siah2 self-ubiquitination and degradation. It has a catalytic independent role on androgen receptor activity via Siah2 that promotes activity of androgen receptor in prostate cancer cells. AKR1C3 is a downstream effector of Siah2 in Rv1 cells
physiological function
the enzymatic complex 5alpha-R and 3alpha-HSOR colocalizes in glutamatergic and GABAergic neurons of the cerebral cortex, hippocampus, amygdala and thalamus, suggesting that metabolites so formed are relevant for neurotransmitter synthesis and the modulation of their activity in these cells. The metabolites of progesterone (PROG) and testosterone (T) formed by the action of the enzymatic complex 5alpha-R and 3alpha- or 3beta-HSOR have a profound physiological impact in the nervous system, because they are also ligands for a variety of neuronal and glial receptors that are not directly modulated by PROG and T. The reduced metabolites of PROG are also involved in mood regulation. Actions of progesterone and testosterone metabolites in physiological conditions, overview. The enzyme is involed in regulation of the levels of progesterone and testosterone reduced metabolites in the nervous system. Metabolite of dihydrotestosterone (DHT), 4-androsten-3alpha,17beta-diol, exerts europrotective effects in SH-SY5Y neuronal cells and in primary cortical neurons, inhibiting the phosphorylation of extracellular signal-regulated kinase induced by amyloid beta peptide 1-42. Interestingly, this effect is mediated by both GABA-A receptor-dependent and independent mechanisms
physiological function
the enzyme metabolizes the aromatase inhibitor formestane (4-hydroxandrostenedione, 4-OHA), which binds with high affinity to the androgen receptor, molecular docking and binding kinetics. All recombinant AKR1C isozymes reduce 4-androstenedione to testosterone presenting 17-oxo reductase activity. AKR1C3 is most active as a 17-oxosteroid reductase followed by AKR1C1 and then AKR1C2, whereas AKR1C4 only weakly reduces 4-androstenedione to testosterone. For dihydrotestosterone (DHT), all four enzymes exhibit both 3alpha/beta-oxoreductase activities to various degrees. The major sources of 3beta-diol are AKR1C1, AKR1C3, and AKR1C4, and that of 3alpha-diol is AKR1C2. In this set-up, isolated AKR1C4 preferentially catalysed the 3beta-reduction of DHT. Inhibition by phenolphthalein changes the stereoselectivity back to the normal 3alpha-reduction. For testosterone, the AKR1C isozymes have no catalytic function and even no oxidative 17beta-HSD activity. For 4-hydroxyandrostenedione (4-OHA), some AKR1Cs behave as 17beta-HSD or as 3beta-HSD, but all AKR1Cs convert 4-OHA to 3alpha,4beta-dihydroxy-5alpha-androstan-17-one, possibly reducing the oxo-group at C4, thereby eliminating the double bond to varying extent. AKR1C3 is most active as a 17-oxosteroid reductase. AKR1C4 shows higher activities of 4-oxo-reductase, 3alpha-HSD, and 3beta-HSD, producing the largest amount of 3alpha,4beta-dihydroxy-5alpha-androstan-17-one and 3beta,4beta-dihydroxy-5alpha-androstan-17-one. Like testosterone, 4-hydroxytestosterone (4-OHT) is not a good substrate for isozymes AKR1C1 and AKR1C2. In contrast to testosterone, 4-OHT undergoes some AKR1C catalysed metabolism. Both AKR1C3 and AKR1C4 have some oxidative 17beta-HSD activity, and AKR1C4 has additional obvious 4-5 double bond reductase and 3-oxoreductase activities, making a good production of to 3alpha,4beta-dihydroxy-5alpha-androstan-17-one. AKR1C3 predominantly catalyzes the reduction at C17 of 4-andostenedione as a first step, whereas it catalyzes the first step in the metabolism of 4-OHT as oxidative 17beta-HSD. Apparently, AKR1C4 also catalyses the way of 4-OHT via a special 17beta-hydroxy pathway to 3alpha-adiol, a pathway whereby the 17beta-OH-group is preserved
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Trauger, J.W.; Jiang, A.; Stearns, B.A.; LoGrasso, P.V.
Kinetics of allopregnanolone formation catalyzed by human 3alpha-hydroxysteroid dehydrogenase type III (AKR1C2)
Biochemistry
41
13451-13459
2002
Homo sapiens (P52895), Homo sapiens
brenda
Stayrook, K.R.; Rogers, P.M.; Savkur, R.S.; Wang, Y.; Su, C.; Varga, G.; Bu, X.; Wei, T.; Nagpal, S.; Liu, X.S.; Burris, T.P.
Regulation of human 3 alpha-hydroxysteroid dehydrogenase (AKR1C4) expression by the liver X receptor alpha
Mol. Pharmacol.
73
607-612
2008
Homo sapiens
brenda
Deyashiki, Y.; Ogasawara, A.; Nakayama, T.; Nakanishi, M.; Miyabe, Y.; Sato, K.; Hara, A.
Molecular cloning of two human liver 3 alpha-hydroxysteroid/dihydrodiol dehydrogenase isoenzymes that are identical with chlordecone reductase and bile-acid binder
Biochem. J.
299
545-552
1994
Homo sapiens (P17516), Homo sapiens (P52895)
brenda
Shiraishi, H.; Ishikura, S.; Matsuura, K.; Deyashiki, Y.; Ninomiya, M.; Sakai, S.; Hara, A.
Sequence of the cDNA of a human dihydrodiol dehydrogenase isoform (AKR1C2) and tissue distribution of its mRNA
Biochem. J.
334
399-405
1998
Homo sapiens
brenda
Penning, T.; Burczynski, M.; Jez, J.; Hung, C.; Lin, H.; Ma, H.; Moore, M.; Palackal, N.; Ratnam, K.
Human 3alpha-hydroxysteroid dehydrogenase isoforms (AKR1C1-AKR1C4) of the aldo-keto reductase superfamily: Functional plasticity and tissue distribution reveals roles in the inactivation and formation of male and female sex hormones
Biochem. J.
351
67-77
2000
Homo sapiens (P17516), Homo sapiens
brenda
Ohta, T.; Ishikura, S.; Shintani, S.; Usami, N.; Hara, A.
Kinetic alteration of a human dihydrodiol/3alpha-hydroxysteroid dehydrogenase isoenzyme, AKR1C4, by replacement of histidine-216 with tyrosine or phenylalanine
Biochem. J.
352
685-691
2000
Homo sapiens
brenda
Rizner, T.; Lin, H.; Penning, T.
Role of human type 3 3alpha-hydroxysteroid dehydrogenase (AKR1C2) in androgen metabolism of prostate cancer cells
Chem. Biol. Interact.
143-144
401-409
2003
Homo sapiens
brenda
Khanna, M.; Qin, K.N.; Wang, R.W.; Cheng, K.C.
Substrate specificity, gene structure, and tissue-specific distribution of multiple human 3 ?-hydroxysteroid dehydrogenases
J. Biol. Chem.
270
20162-20168
1995
Homo sapiens (P17516), Homo sapiens (P42330)
brenda
Nahoum, V.; Gangloff, A.; Legrand, P.; Zhu, D.W.; Cantin, L.; Zhorov, B.S.; Luu-The, V.; Labrie, F.; Breton, R.; Lin, S.X.
Structure of the human 3alpha-hydroxysteroid dehydrogenase type 3 in complex with testosterone and NADP at 1.25-A resolution
J. Biol. Chem.
276
42091-42098
2001
Homo sapiens (P52895)
brenda
Amano, Y.; Yamaguchi, T.; Niimi, T.; Sakashita, H.
Structures of complexes of type 5 17beta-hydroxysteroid dehydrogenase with structurally diverse inhibitors: insights into the conformational changes upon inhibitor binding
Acta Crystallogr. Sect. D
71
918-927
2015
Homo sapiens (P42330)
brenda
Zhang, B.; Hu, X.; Wang, X.; Theriault, J.; Zhu, D.; Shang, P.; Labrie, F.; Lin, S.
Human 3alpha-hydroxysteroid dehydrogenase type 3: structural clues of 5alpha-DHT reverse binding and enzyme down-regulation decreasing MCF7 cell growth
Biochem. J.
473
1037-1046
2016
Homo sapiens (P52895)
brenda
Fan, L.; Peng, G.; Hussain, A.; Fazli, L.; Guns, E.; Gleave, M.; Qi, J.
The steroidogenic enzyme AKR1C3 regulates stability of the ubiquitin ligase Siah2 in prostate cancer cells
J. Biol. Chem.
290
20865-20879
2015
Homo sapiens (P42330)
brenda
Zhang, B.; Zhu, D.W.; Hu, X.J.; Zhou, M.; Shang, P.; Lin, S.X.
Human 3-alpha hydroxysteroid dehydrogenase type 3 (3alpha-HSD3) the V54L mutation restricting the steroid alternative binding and enhancing the 20?-HSD activity
J. Steroid Biochem. Mol. Biol.
141
135-143
2014
Homo sapiens (Q04828)
brenda
Wan, R.; Kong, X.; Yang, Y.; Tao, S.; Chen, Y.; Teichmann, A.T.; Wieland, F.H.
Role of human 3alpha-hydroxysteroid dehydrogenase isoforms (AKR1C1-AKR1C3) in the extrahepatic metabolism of the steroidal aromatase inactivator Formestane
J. Steroid Biochem. Mol. Biol.
198
105527
2020
Homo sapiens (P17516), Homo sapiens (P42330), Homo sapiens (P52895), Homo sapiens (Q04828)
brenda
Giatti, S.; Diviccaro, S.; Falvo, E.; Garcia-Segura, L.; Melcangi, R.
Physiopathological role of the enzymatic complex 5alpha-reductase and 3alpha/beta-hydroxysteroid oxidoreductase in the generation of progesterone and testosterone neuroactive metabolites
Front. Neuroendocrinol.
57
100836
2020
Homo sapiens (Q04828), Mus musculus (Q91WT7), Rattus norvegicus (P23457)
brenda